GB966835A - The preparation of 1,4-cyclohexadiene-1,4-dicarboxylic acid - Google Patents
The preparation of 1,4-cyclohexadiene-1,4-dicarboxylic acidInfo
- Publication number
- GB966835A GB966835A GB16546/63A GB1654663A GB966835A GB 966835 A GB966835 A GB 966835A GB 16546/63 A GB16546/63 A GB 16546/63A GB 1654663 A GB1654663 A GB 1654663A GB 966835 A GB966835 A GB 966835A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- cyclohexadiene
- dicarboxylic acid
- sulphonic acid
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/08—Saturated compounds having a carboxyl group bound to a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/22—Unsaturated compounds having a carboxyl group bound to a six-membered ring
- C07C61/24—Partially hydrogenated benzenedicarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1, 4-Cyclohexadiene-1, 4-dicarboxylic acid is made by heating 10 to 30 moles of ethylene glycol with one mole of the compound <FORM:0966835/C1/1> wherein R is an alkyl group having 1 to 3 carbon atoms, at a temperature of from 170 DEG to 250 DEG C., preferably under reflux, and recovering the above product from the reaction mixture. Suitable esters are the dimethyl, diethyl and dipropyl esters of 2, 5-dihydroxy-hexahydro-terephthalic acid. The reaction time varies from 10 to 30 hours or more. Catalysts which may be used if desired are methane sulphonic acid, benzene sulphonic acid, p-toluene sulphonic acid, naphthalene disulphonic acid, phenylphosphonic acid, p-tolylboronic acid or p-toluene sulphonyl chloride.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US192065A US3182078A (en) | 1962-05-03 | 1962-05-03 | Preparation of 1, 4-cyclohexadiene-1, 4-dicarboxylic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
GB966835A true GB966835A (en) | 1964-08-19 |
Family
ID=22708082
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16546/63A Expired GB966835A (en) | 1962-05-03 | 1963-04-26 | The preparation of 1,4-cyclohexadiene-1,4-dicarboxylic acid |
Country Status (5)
Country | Link |
---|---|
US (1) | US3182078A (en) |
BE (1) | BE631874A (en) |
DE (1) | DE1271110B (en) |
GB (1) | GB966835A (en) |
NL (1) | NL292240A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5883039B2 (en) | 2011-03-14 | 2016-03-09 | ダウ グローバル テクノロジーズ エルエルシー | Process for producing terephthalic acid and terephthalic acid esters |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2782221A (en) * | 1952-04-28 | 1957-02-19 | Ici Ltd | Production of terephthalates from cyclohexane-2, 5-diol-1, 4-dicarboxylates |
NL95036C (en) * | 1953-05-01 | |||
NL90898C (en) * | 1953-05-01 | |||
FR1099333A (en) * | 1953-05-01 | 1955-09-02 | Ici Ltd | Manufacture of cyclohexa-1 acid. 4-dicarboxylic |
US2782222A (en) * | 1953-05-01 | 1957-02-19 | Ici Ltd | Production of terephthalic acid or esters thereof |
US2782225A (en) * | 1953-05-01 | 1957-02-19 | Ici Ltd | Production of terephthalic acid, esters or acid esters |
US2782224A (en) * | 1953-05-01 | 1957-02-19 | Ici Ltd | Production of terephthalic acid and esters |
-
0
- NL NL292240D patent/NL292240A/xx unknown
- BE BE631874D patent/BE631874A/xx unknown
-
1962
- 1962-05-03 US US192065A patent/US3182078A/en not_active Expired - Lifetime
-
1963
- 1963-04-26 GB GB16546/63A patent/GB966835A/en not_active Expired
- 1963-05-02 DE DEP1271A patent/DE1271110B/en active Pending
Also Published As
Publication number | Publication date |
---|---|
NL292240A (en) | |
BE631874A (en) | |
US3182078A (en) | 1965-05-04 |
DE1271110B (en) | 1968-06-27 |
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